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(1R,3R,6S,8R,12R,15R,16R,18S)-18-hydroxy-15-[(2R,5R)-5-hydroxy-6-methyl-4-oxohept-6-en-2-yl]-7,7,12,16-tetramethyl-6-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxypentacyclo[9.7.0.01,3.03,8.012,16]octadec-10-en-14-one

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 603e967f-1e4f-4527-bf16-39425c7e4205
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
IUPAC Name (1R,3R,6S,8R,12R,15R,16R,18S)-18-hydroxy-15-[(2R,5R)-5-hydroxy-6-methyl-4-oxohept-6-en-2-yl]-7,7,12,16-tetramethyl-6-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxypentacyclo[9.7.0.01,3.03,8.012,16]octadec-10-en-14-one
SMILES (Canonical) CC(CC(=O)C(C(=C)C)O)C1C(=O)CC2(C1(CC(C34C2=CCC5C3(C4)CCC(C5(C)C)OC6C(C(C(CO6)O)O)O)O)C)C
SMILES (Isomeric) C[C@H](CC(=O)[C@@H](C(=C)C)O)[C@H]1C(=O)C[C@@]2([C@@]1(C[C@@H]([C@@]34C2=CC[C@@H]5[C@]3(C4)CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@@H](CO6)O)O)O)O)C)C
InChI InChI=1S/C35H52O9/c1-17(2)27(40)19(36)12-18(3)26-20(37)13-32(6)23-9-8-22-31(4,5)25(44-30-29(42)28(41)21(38)15-43-30)10-11-34(22)16-35(23,34)24(39)14-33(26,32)7/h9,18,21-22,24-30,38-42H,1,8,10-16H2,2-7H3/t18-,21-,22+,24+,25+,26+,27-,28+,29-,30+,32+,33-,34-,35-/m1/s1
InChI Key YLUFIQVDBFZELV-PKQRHZCNSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C35H52O9
Molecular Weight 616.80 g/mol
Exact Mass 616.36113323 g/mol
Topological Polar Surface Area (TPSA) 154.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 2.85
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,3R,6S,8R,12R,15R,16R,18S)-18-hydroxy-15-[(2R,5R)-5-hydroxy-6-methyl-4-oxohept-6-en-2-yl]-7,7,12,16-tetramethyl-6-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxypentacyclo[9.7.0.01,3.03,8.012,16]octadec-10-en-14-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8990 89.90%
Caco-2 - 0.8413 84.13%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8155 81.55%
OATP2B1 inhibitior - 0.5821 58.21%
OATP1B1 inhibitior + 0.8012 80.12%
OATP1B3 inhibitior + 0.8970 89.70%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7350 73.50%
BSEP inhibitior - 0.7235 72.35%
P-glycoprotein inhibitior + 0.6938 69.38%
P-glycoprotein substrate + 0.6606 66.06%
CYP3A4 substrate + 0.7331 73.31%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8480 84.80%
CYP3A4 inhibition - 0.7485 74.85%
CYP2C9 inhibition - 0.5611 56.11%
CYP2C19 inhibition - 0.8255 82.55%
CYP2D6 inhibition - 0.9346 93.46%
CYP1A2 inhibition - 0.7964 79.64%
CYP2C8 inhibition + 0.6587 65.87%
CYP inhibitory promiscuity - 0.9202 92.02%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.7072 70.72%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.9283 92.83%
Skin irritation + 0.4892 48.92%
Skin corrosion - 0.9317 93.17%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7248 72.48%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.6320 63.20%
skin sensitisation - 0.8732 87.32%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.6502 65.02%
Acute Oral Toxicity (c) III 0.5435 54.35%
Estrogen receptor binding + 0.6537 65.37%
Androgen receptor binding + 0.7777 77.77%
Thyroid receptor binding - 0.5367 53.67%
Glucocorticoid receptor binding + 0.6866 68.66%
Aromatase binding + 0.6902 69.02%
PPAR gamma + 0.6452 64.52%
Honey bee toxicity - 0.7017 70.17%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6150 61.50%
Fish aquatic toxicity + 0.9937 99.37%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.65% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.71% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.82% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.29% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.82% 85.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.75% 96.77%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.47% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.44% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.00% 94.45%
CHEMBL4208 P20618 Proteasome component C5 88.98% 90.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.53% 91.07%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.47% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.28% 100.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 87.96% 97.21%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.86% 96.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.82% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.35% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.91% 92.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.39% 94.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Actaea cimicifuga

Cross-Links

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PubChem 118720928
LOTUS LTS0027600
wikiData Q105350308